2,205 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Mojave Auto
5 mi.
59 days on market
1C6RJTEG9TL184215
$50,387
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
59 days on market
1C6PJTAG8TL185126
$45,166
Good Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
59 days on market
1C6RJTBG2TL180687
$65,010
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG0TL184553
$47,819
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
60 days on market
1C6PJTAG9TL182493
$50,408
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG9TL186284
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG6TL186288
$37,835
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG4TL186290
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
62 days on market
1C6PJTAGXTL181451
$44,743
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
62 days on market
1C6PJTAG6TL184881
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Sport S Auto
1,010 mi.
62 days on market
1C6PJTAG7TL184226
$43,377
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
62 days on market
1C6PJTAG7TL184680
$47,235
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
62 days on market
1C6RJTBG8TL179219
$61,245
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
16 mi.
63 days on market
1C6RJTEG0TL186158
$55,383
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
63 days on market
1C6PJTAG8TL184882
$51,730
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
2 mi.
63 days on market
1C6RJTBG5TL181252
$51,990
Great Deal
Arrigo Cdjr Of West Palm Beach
West Palm Beach, FL
4.2
2026 Jeep Gladiator Sport S Auto
16 mi.
63 days on market
1C6PJTAG0TL180065
$45,509
Fair Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG0TL182558
$48,230
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
63 days on market
1C6PJTAG9TL184552
$43,716
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAGXTL185144
$45,860
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
13 mi.
64 days on market
1C6RJTBG4TL181811
$52,905
Great Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG5TL184645
$49,478
Fair Deal
Schumacher Chrysler Dodge Jeep Ram Of Delray
Delray Beach, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
11 mi.
64 days on market
1C6RJTBG2TL179202
$59,303
Good Deal
Schumacher Chrysler Dodge Jeep Ram Of Delray
Delray Beach, FL
4.3
2026 Jeep Gladiator Sport S Auto
64 days on market
1C6PJTAG3TL181159
$42,005
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG5TL185021
$45,270
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG7TL185022
$44,752
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
64 days on market
1C6RJTBG6TL180417
$62,980
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAG2TL184599
$46,045
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Mojave Auto
5 mi.
59 days on market
1C6RJTEG9TL184215
$50,387
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
59 days on market
1C6PJTAG8TL185126
$45,166
Good Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
59 days on market
1C6RJTBG2TL180687
$65,010
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG0TL184553
$47,819
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
60 days on market
1C6PJTAG9TL182493
$50,408
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG9TL186284
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG6TL186288
$37,835
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
61 days on market
1C6PJTAG4TL186290
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
62 days on market
1C6PJTAGXTL181451
$44,743
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
62 days on market
1C6PJTAG6TL184881
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Sport S Auto
1,010 mi.
62 days on market
1C6PJTAG7TL184226
$43,377
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
62 days on market
1C6PJTAG7TL184680
$47,235
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
62 days on market
1C6RJTBG8TL179219
$61,245
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
16 mi.
63 days on market
1C6RJTEG0TL186158
$55,383
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
63 days on market
1C6PJTAG8TL184882
$51,730
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
2 mi.
63 days on market
1C6RJTBG5TL181252
$51,990
Great Deal
Arrigo Cdjr Of West Palm Beach
West Palm Beach, FL
4.2
2026 Jeep Gladiator Sport S Auto
16 mi.
63 days on market
1C6PJTAG0TL180065
$45,509
Fair Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG0TL182558
$48,230
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
63 days on market
1C6PJTAG9TL184552
$43,716
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAGXTL185144
$45,860
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
13 mi.
64 days on market
1C6RJTBG4TL181811
$52,905
Great Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG5TL184645
$49,478
Fair Deal
Schumacher Chrysler Dodge Jeep Ram Of Delray
Delray Beach, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
11 mi.
64 days on market
1C6RJTBG2TL179202
$59,303
Good Deal
Schumacher Chrysler Dodge Jeep Ram Of Delray
Delray Beach, FL
4.3
2026 Jeep Gladiator Sport S Auto
64 days on market
1C6PJTAG3TL181159
$42,005
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG5TL185021
$45,270
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
64 days on market
1C6PJTAG7TL185022
$44,752
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
64 days on market
1C6RJTBG6TL180417
$62,980
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAG2TL184599
$46,045
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
Find New Jeep Gladiator in Winter Haven, FL
The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.